Waterfront holiday rentals in Siesta Beach
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Top-rated waterfront rentals in Siesta Beach
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for waterfront rentals in Siesta Beach
Waterfront apartment rentals
Flat in Siesta Key
4.67 out of 5 average rating, 169 reviewsSiesta Key Condo. Sit by the water !
15–22 Aug
Flat in Ellenton
4.96 out of 5 average rating, 321 reviewsSerenity on the Manatee
10–17 Jul
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
23–30 Oct
Flat in Sarasota
4.75 out of 5 average rating, 303 reviewsKing bed. Pool. Daily rentals
25 Aug – 1 Sep
Flat in Bradenton Beach
4.92 out of 5 average rating, 263 reviewsLas Palmas Beach Rentals unit 3
28 Aug – 4 Sep
Flat in Bradenton Beach
4.89 out of 5 average rating, 118 reviewsBeachfront Studio right on the beach, Free Parking
1–8 Nov
Flat in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
18–25 Feb
Flat in Siesta Key
4.94 out of 5 average rating, 83 reviewsSiesta Premier Location - The 'Calm of Siesta'
25 Sep – 2 Oct
Waterfront house rentals
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
2–9 Oct
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
12–19 Sep
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
8–15 Mar
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
22–29 Apr
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
14–21 Dec
Home in Siesta Key
4.99 out of 5 average rating, 67 reviewsSiesta Key Quaint Beach House
15–22 Nov
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
8–15 Mar
Home in Siesta Key
5.0 out of 5 average rating, 12 reviewsNew Villa on Siesta Key! Pool & Walkable to Beach
19–26 Oct
Waterfront apartment rentals
Apartment in Sarasota
4.83 out of 5 average rating, 147 reviewsBest Gulf Coast Condo in Siesta Key
25 May – 1 Jun
Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
7–14 Jan
Apartment in Longboat Key
4.8 out of 5 average rating, 213 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
24 Nov – 1 Dec
Apartment in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
19–26 May
Apartment in Bradenton Beach
4.91 out of 5 average rating, 131 reviewsBeachfront condo in paradise
11–18 Dec
Apartment in Longboat Key
4.86 out of 5 average rating, 155 reviewsThe Beach Condo Unit #107 Beachfront
24–31 Oct
Apartment in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
12–19 Dec
Apartment in Siesta Key
5.0 out of 5 average rating, 18 reviewsAmazing beach view! Entire unit renovated!
14–21 Dec
Destinations to explore
- Sarasota Holiday rentals
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